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Design, synthesis and docking studies of benzimidazole derivatives as potential EGFR inhibitors.

Abstract：

:In this study, a series of benzimidazoles bearing thiosemicarbazide chain or triazole and thiadiazole rings were designed and synthesized. Crystal and molecular structure of the compound 5c has been characterized by single crystal X-ray crystallographic analysis. EGFR kinase inhibitory potencies of synthesized compounds were compared with erlotinib in vitro and most of the compounds exhibited significant activities. Cell culture studies were also carried out for selected compounds and 12b was found to be the most active compound. To understand the binding mode of synthesized benzimidazoles, three compounds (12b, 16, 16c) were selected and placed on the binding site of EGFR tyrosine kinase based on their kinase inhibitor potencies and cell culture studies. Docking study indicated that compound 12b showed two-hydrogen bonding interactions with residues of LYS721 and THR830 at the binding pocket.

journal_name

Eur J Med Chem

journal_title

European journal of medicinal chemistry

authors

Celik İ,Ayhan-Kılcıgil G,Guven B,Kara Z,Gurkan-Alp AS,Karayel A,Onay-Besikci A

doi

10.1016/j.ejmech.2019.04.012

subject

Has Abstract

pub_date

2019-07-01 00:00:00

pages

240-249

eissn

0223-5234

issn

1768-3254

pii

S0223-5234(19)30312-5

journal_volume

173

pub_type

杂志文章

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